For over a year now, Stuart F Taylor (aka @chainbear on twitter) has been drawing illustrations to go with my blog posts. They’re stunning things, each one custom drawn to go with a particular post. Whether it’s a specific sex act (like spanking) or an abstract concept (like edging yourself to orgasm), each and every one of them is a work of sexy art.

Stuart’s going to be taking a very well-earned break for a month or so, so I thought it might be a nice opportunity to give you a run-down of some of my favourite sexy illustrations that he’s drawn over the last year or so. Problem with picking favourites though, is that I love every single one of them so it’s pretty much impossible to choose – head to the image galleries (SFW one + NSFW one) and check out the others.

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I once knew a guy with the best orgasm face in the entire world. He really let himself go – screwing up his eyes, opening his mouth, and tensing seemingly every muscle he had. It was sexy, and utterly involuntary, as if his orgasm was being milked out of his dick even as he tried to hold it back. Hot as fuck.

My own? I have no idea – many’s the time I’ve tried to catch the look on my face at the moment of orgasm – usually when fucking in front of a mirror. Luckily, no guy’s ever caught me doing this. Unluckily, like Scroedinger’s cat, the very act of observing it will alter its state. Just as you can never take an un-posed selfie, so you can never look at your own face at the point of climax without either killing the orgasm or making subtle changes to your own expression.

I used to worry deeply about my orgasm face. Occasional comments from guys that I looked, you know, like I’d simultaneously been electrocuted and handed a winning lottery ticket, meant that I feared killing the sexiest moments with a face like the winner of a gurning championship. For some reason this occasionally translated into closing my eyes for a fairly large proportion of a shag. Like a toddler who believes they can’t see you if you can’t see them – I’d assume that my partner would follow the cues and close their eyes too.

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Usually when someone emails me and says ‘you absolutely HAVE’ to see this it falls into one of two categories:

1. It’s something I’ve already seen
2. It’s their cock

Occasionally, though, I get a message containing something so sexually unusual and perfectly tailored for me that I have to go for a bit of a lie-down. For about two to three clit-rubbing minutes. Today’s blog is about one of those things, and if – like me – you’re a fan of unusual nerdery and frantic cock-flogging masturbation, then you might want to start taking notes.

Today we’re going to talk about Cock Hero.

Cock Hero is like guitar hero, in that it’s a rythmn game you play, while focusing heavily on beats scrolling across the screen. It’s unlike guitar hero in that you probably don’t want to play it at parties. Here’s the deal, at a very basic level: people create compilations of porn scenes and splice them together with some music – usually cheesy beat-heavy dance. You grab your cock, turn on the video, and beat it one stroke every time the scroll bar tells you to.

Oh, who am I kidding? I can’t tell this any hotter than my friend does…

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“I’m hard because you’re crying.”

Said with sheepish, downturned eyes. He was expecting me to be horrified. Expecting me to tell him he was filthy and disgusting, and that my misery wasn’t cheap porn scene for him to get a boner over. What he – and if I’m honest, I – wasn’t expecting was for a hot pulse of arousal to flood through my stomach and crotch, soaking my knickers and wishing I could muster more tears.

What he didn’t know at the time was that I found his tears equally hot. He’d once told me a story of something he’d done after we broke up, and it filled my head with a vision of him gripping his dick with fury and rubbing hard at it while he thought of me with someone else, salty tears pouring down his cheeks as he got red and horny and sad and miserable.

He introduced me to the idea of a crywank. And he vocalised something I’d have been too shy to put into words: crying can be a massive turn-on.

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